1,1'-[(2,4-Diphenyl-1,3-cyclobutanediyl)dicarbonyl]bis[1,2,3,4-tetrahydro-5-(2-piperidinyl)pyridine] Property

Melting point:

235-236 °C

Boiling point:

805.2±65.0 °C(Predicted)

Density 

1.176±0.06 g/cm3(Predicted)

pka

10.59±0.10(Predicted)

Hazard and Precautionary Statements (GHS)

1,1'-[(2,4-Diphenyl-1,3-cyclobutanediyl)dicarbonyl]bis[1,2,3,4-tetrahydro-5-(2-piperidinyl)pyridine] Chemical Properties,Usage,Production

Description

A constituent of Adenocarpus intermedius, this alkaloid crystallizes from EtOH as colourless crystals. The base was originally given the reduced formula C₁₉H₂₄0N₂ and m.p. 235-6°C by Ribas and Talarid. It has [α]¹⁷_D + 3.3° (c 0.368, EtOH) and forms a series of crystalline salts including the hydrochloride sesquihydrate, m.p. 238°C when crystallized from H₂0 and m.p. 241°C from EtOH; hydrobromide monohydrate, m.p. 244-253°C; hydriodide monohydrate, m.p. 241-2°C; perchlorate, m.p. 244-5°C (dec.); aurichloride, m.p. 150-l°C (dec.); platinichloride sesquihydrate, m.p. 226-7°C (dec.) and the picrate, m.p. 285°C.

Definition

ChEBI: (-)-Santiaguine is a tetrahydropyridine.

References

Ribas, Talarid., Mon. farm. y terap (Madrid), 56,377 (1950)
Dominguez, Mendez, Ribas., Anales Real. Soc. Espan. Fis. Quim. (Madrid), 52B, 133 (1956)
Biosynthesis:
O'Donovan, Creedon., J. Chern. Soc., C, 1604 (1971)